ES2777661T3 - Procedimiento para la producción de monómeros a partir de mezclas de isómeros - Google Patents

Procedimiento para la producción de monómeros a partir de mezclas de isómeros Download PDF

Info

Publication number: ES2777661T3
Authority: ES; Spain
Prior art keywords: meth; mixture; acrylate; reaction; butyl
Prior art date: 2016-02-03
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Active

Application number

ES17701882T

Other languages

English (en)

Spanish (es)

Inventor

Silvia Beyer

Gaurang Dave

Hans-Jürgen Dillmann

Volker Herzog

Joachim Knebel

Ralf Merbach

Thorben Schütz

Martin Trocha

Sabine Kömmelt

Patrik Hartmann

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Evonik Operations GmbH

Original Assignee

Evonik Operations GmbH

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2016-02-03

Filing date

2017-01-30

Publication date

2020-08-05

2017-01-30 Application filed by Evonik Operations GmbH filed Critical Evonik Operations GmbH

2020-08-05 Application granted granted Critical

2020-08-05 Publication of ES2777661T3 publication Critical patent/ES2777661T3/es

Status Active legal-status Critical Current

2037-01-30 Anticipated expiration legal-status Critical

Links

239000000203 mixture Substances 0.000 title claims abstract description 52
238000000034 method Methods 0.000 title claims abstract description 23
238000004519 manufacturing process Methods 0.000 title claims abstract description 14
239000000178 monomer Substances 0.000 title description 10
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 title description 8
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 23
239000003054 catalyst Substances 0.000 claims abstract description 20
150000001252 acrylic acid derivatives Chemical class 0.000 claims abstract description 18
125000000217 alkyl group Chemical group 0.000 claims abstract description 18
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230000009477 glass transition Effects 0.000 claims description 13
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229920000642 polymer Polymers 0.000 description 5
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
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OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
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238000012856 packing Methods 0.000 description 4
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125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 4
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CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
UTGQNNCQYDRXCH-UHFFFAOYSA-N N,N'-diphenyl-1,4-phenylenediamine Chemical compound C=1C=C(NC=2C=CC=CC=2)C=CC=1NC1=CC=CC=C1 UTGQNNCQYDRXCH-UHFFFAOYSA-N 0.000 description 3
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QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
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238000001816 cooling Methods 0.000 description 3
230000018044 dehydration Effects 0.000 description 3
238000006297 dehydration reaction Methods 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 description 3
230000032050 esterification Effects 0.000 description 3
238000005886 esterification reaction Methods 0.000 description 3
150000002431 hydrogen Chemical group 0.000 description 3
239000007788 liquid Substances 0.000 description 3
150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
150000002989 phenols Chemical class 0.000 description 3
239000011347 resin Substances 0.000 description 3
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YOBOXHGSEJBUPB-MTOQALJVSA-N (z)-4-hydroxypent-3-en-2-one;zirconium Chemical compound [Zr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O YOBOXHGSEJBUPB-MTOQALJVSA-N 0.000 description 2
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BESSXHKSLAMFFX-UHFFFAOYSA-N 4-n-heptan-2-yl-1-n-phenylbenzene-1,4-diamine Chemical compound C1=CC(NC(C)CCCCC)=CC=C1NC1=CC=CC=C1 BESSXHKSLAMFFX-UHFFFAOYSA-N 0.000 description 1
PILIQRYPQJIREQ-UHFFFAOYSA-N 4-n-phenyl-1-n-propylbenzene-1,4-diamine Chemical compound C1=CC(NCCC)=CC=C1NC1=CC=CC=C1 PILIQRYPQJIREQ-UHFFFAOYSA-N 0.000 description 1
BQCPAKBDPLFSFR-UHFFFAOYSA-N 4-n-tert-butyl-1-n-phenylbenzene-1,4-diamine Chemical compound C1=CC(NC(C)(C)C)=CC=C1NC1=CC=CC=C1 BQCPAKBDPLFSFR-UHFFFAOYSA-N 0.000 description 1
XOIZPYZCDNKYBW-UHFFFAOYSA-N 5-tert-butylbenzene-1,3-diol Chemical compound CC(C)(C)C1=CC(O)=CC(O)=C1 XOIZPYZCDNKYBW-UHFFFAOYSA-N 0.000 description 1
ZMWAXVAETNTVAT-UHFFFAOYSA-N 7-n,8-n,5-triphenylphenazin-5-ium-2,3,7,8-tetramine;chloride Chemical compound [Cl-].C=1C=CC=CC=1NC=1C=C2[N+](C=3C=CC=CC=3)=C3C=C(N)C(N)=CC3=NC2=CC=1NC1=CC=CC=C1 ZMWAXVAETNTVAT-UHFFFAOYSA-N 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
0 CN(*)c(cc1)ccc1N(*)* Chemical compound CN(*)c(cc1)ccc1N(*)* 0.000 description 1
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
BZORFPDSXLZWJF-UHFFFAOYSA-N N,N-dimethyl-1,4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 1
OUBMGJOQLXMSNT-UHFFFAOYSA-N N-isopropyl-N'-phenyl-p-phenylenediamine Chemical compound C1=CC(NC(C)C)=CC=C1NC1=CC=CC=C1 OUBMGJOQLXMSNT-UHFFFAOYSA-N 0.000 description 1
PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 1
239000008186 active pharmaceutical agent Substances 0.000 description 1
238000013019 agitation Methods 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
MMCPOSDMTGQNKG-UHFFFAOYSA-N anilinium chloride Chemical compound Cl.NC1=CC=CC=C1 MMCPOSDMTGQNKG-UHFFFAOYSA-N 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
UDDGYKGCIIVQHJ-UHFFFAOYSA-N benzene-1,4-diol;4-methoxyphenol Chemical compound OC1=CC=C(O)C=C1.COC1=CC=C(O)C=C1 UDDGYKGCIIVQHJ-UHFFFAOYSA-N 0.000 description 1
230000033228 biological regulation Effects 0.000 description 1
244000309464 bull Species 0.000 description 1
FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
238000007707 calorimetry Methods 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
239000003729 cation exchange resin Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
IPPWILKGXFOXHO-UHFFFAOYSA-N chloranilic acid Chemical compound OC1=C(Cl)C(=O)C(O)=C(Cl)C1=O IPPWILKGXFOXHO-UHFFFAOYSA-N 0.000 description 1
239000010724 circulating oil Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
239000002131 composite material Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
238000000113 differential scanning calorimetry Methods 0.000 description 1
150000005205 dihydroxybenzenes Chemical class 0.000 description 1
150000002012 dioxanes Chemical class 0.000 description 1
238000001035 drying Methods 0.000 description 1
XGZNHFPFJRZBBT-UHFFFAOYSA-N ethanol;titanium Chemical compound [Ti].CCO.CCO.CCO.CCO XGZNHFPFJRZBBT-UHFFFAOYSA-N 0.000 description 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
239000003292 glue Substances 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
238000010030 laminating Methods 0.000 description 1
VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
ZEIWWVGGEOHESL-UHFFFAOYSA-N methanol;titanium Chemical compound [Ti].OC.OC.OC.OC ZEIWWVGGEOHESL-UHFFFAOYSA-N 0.000 description 1
238000000465 moulding Methods 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000000399 orthopedic effect Effects 0.000 description 1
JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
150000004989 p-phenylenediamines Chemical class 0.000 description 1
239000003973 paint Substances 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
150000004986 phenylenediamines Chemical class 0.000 description 1
230000019612 pigmentation Effects 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
238000011085 pressure filtration Methods 0.000 description 1
150000003138 primary alcohols Chemical class 0.000 description 1
238000000746 purification Methods 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000005057 refrigeration Methods 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000002076 thermal analysis method Methods 0.000 description 1
239000012974 tin catalyst Substances 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/24—Radicals substituted by singly bound oxygen or sulfur atoms esterified
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

ES17701882T 2016-02-03 2017-01-30 Procedimiento para la producción de monómeros a partir de mezclas de isómeros Active ES2777661T3 (es)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE102016201660.1A DE102016201660A1 (de)	2016-02-03	2016-02-03	Verfahren zur Herstellung von Monomeren aus Isomerenmischungen
PCT/EP2017/051906 WO2017134002A1 (fr)	2016-02-03	2017-01-30	Procédé de production de monomères à partir de mélanges d'isomères

Publications (1)

Publication Number	Publication Date
ES2777661T3 true ES2777661T3 (es)	2020-08-05

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Country Status (10)

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US (1)	US10676454B2 (fr)
EP (1)	EP3411364B1 (fr)
JP (1)	JP2019507132A (fr)
KR (1)	KR20180110007A (fr)
CN (1)	CN108602793B (fr)
BR (1)	BR112018015801B1 (fr)
DE (1)	DE102016201660A1 (fr)
ES (1)	ES2777661T3 (fr)
TW (1)	TWI731927B (fr)
WO (1)	WO2017134002A1 (fr)

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FR3084370B1 (fr) *	2018-07-24	2021-03-05	Jacret	Composition pour adhesif structural
WO2020254460A1 (fr) *	2019-06-21	2020-12-24	Evonik Operations Gmbh	Procédé de production de mono(méth)acrylate de glycérol
JP7180928B2 (ja) *	2020-02-28	2022-11-30	共栄社化学株式会社	エステル交換触媒
WO2021171557A1 (fr) *	2020-02-28	2021-09-02	共栄社化学株式会社	Composition de résine thermodurcissable et catalyseur de transestérification
US11795333B2 (en)	2021-05-11	2023-10-24	Xerox Corporation	Crosslinked organic additive for waterborne coating compositions
US12379677B2 (en)	2021-07-27	2025-08-05	Xerox Corporation	Latexes and related compositions
US11714361B2 (en)	2021-07-27	2023-08-01	Xerox Corporation	Toner
US11952451B2 (en)	2021-07-27	2024-04-09	Xerox Corporation	Latexes with pH responsive resin particles
US11952448B2 (en) *	2021-07-27	2024-04-09	Xerox Corporation	Organic additives and compositions containing the same
US11834580B2 (en)	2021-07-27	2023-12-05	Xerox Corporation	Ink composition with pH responsive resin particles

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GB690709A (en)	1950-04-24	1953-04-29	Ici Ltd	New esters of acrylic and methacrylic acids
US4876368A (en) *	1988-05-24	1989-10-24	Hoechst Celanese Corporation	Production of monohydroxy monocyclic acetals and their esters
US4975519A (en) *	1989-05-12	1990-12-04	Hoechst Celanese Corporation	Novel polyacetal terpolymers of trioxane and alpha, alpha- and alpha, beta-isomers of glycerol formal and functional derivatives thereof
US6008404A (en) *	1997-08-11	1999-12-28	Ciba Specialty Chemicals Corporation	Acrylate monomer preparation using alkali metal alkoxides as ester interchange catalysts and bromide salt polymerization inhibitors
FR2815631B1 (fr) *	2000-10-25	2003-12-19	Atofina	Procede de fabrication de (meth)acrylates de methylcyclohexyle
JP2004018389A (ja)	2002-06-12	2004-01-22	Mitsubishi Rayon Co Ltd	グリセリル（メタ）アクリレートの製造方法
JP2004059435A (ja)	2002-07-24	2004-02-26	Osaka Organic Chem Ind Ltd	ジオキソラン化合物の製造法
DE102007031474A1 (de) *	2007-07-05	2009-01-08	Evonik Röhm Gmbh	Verfahren zur Herstellung von Butandioldimethacrylaten
DE102011109139A1 (de)	2011-08-02	2013-02-07	Evonik Röhm Gmbh	Geruchsarme (meth)acrylische Reaktionsharze
JP6213016B2 (ja) *	2012-08-01	2017-10-18	住友化学株式会社	レジスト組成物及びレジストパターンの製造方法

2016
- 2016-02-03 DE DE102016201660.1A patent/DE102016201660A1/de not_active Withdrawn
2017
- 2017-01-25 TW TW106103000A patent/TWI731927B/zh active
- 2017-01-30 EP EP17701882.7A patent/EP3411364B1/fr active Active
- 2017-01-30 ES ES17701882T patent/ES2777661T3/es active Active
- 2017-01-30 US US16/074,919 patent/US10676454B2/en active Active
- 2017-01-30 WO PCT/EP2017/051906 patent/WO2017134002A1/fr not_active Ceased
- 2017-01-30 BR BR112018015801-1A patent/BR112018015801B1/pt active IP Right Grant
- 2017-01-30 JP JP2018539935A patent/JP2019507132A/ja active Pending
- 2017-01-30 CN CN201780009067.3A patent/CN108602793B/zh active Active
- 2017-01-30 KR KR1020187025322A patent/KR20180110007A/ko not_active Ceased

Also Published As

Publication number	Publication date
JP2019507132A (ja)	2019-03-14
BR112018015801A2 (pt)	2018-12-26
KR20180110007A (ko)	2018-10-08
US20190031638A1 (en)	2019-01-31
TWI731927B (zh)	2021-07-01
EP3411364A1 (fr)	2018-12-12
CN108602793A (zh)	2018-09-28
DE102016201660A1 (de)	2017-08-03
US10676454B2 (en)	2020-06-09
BR112018015801B1 (pt)	2022-07-12
CN108602793B (zh)	2021-08-06
EP3411364B1 (fr)	2020-01-22
TW201800402A (zh)	2018-01-01
WO2017134002A1 (fr)	2017-08-10

Publication	Publication Date	Title
ES2777661T3 (es)	2020-08-05	Procedimiento para la producción de monómeros a partir de mezclas de isómeros
US8609885B2 (en)	2013-12-17	Synthesis of methylene malonates substantially free of impurities
AU2006290941B2 (en)	2012-06-14	Process for the preparation of (meth)acrylates of tetra- or polyhydric alcohols
ES2354581T3 (es)	2011-03-16	Composiciones a base de (met)acrilatos de alquilimidazolidona.
JP2002179653A (ja)	2002-06-26	（メタ）アクリル酸ピペリジルエステル誘導体の製造法
US8431716B2 (en)	2013-04-30	Preparation of alkylimidazolidone (meth)acrylates in water
WO2014158445A1 (fr)	2014-10-02	Synthèse de (méth)acrylates de (2-nitro)alkyle par transestérification d'esters de (méth)acrylate
JP6844106B2 (ja)	2021-03-17	不飽和カルボン酸シリルエステルの蒸留方法
JP2018020993A (ja)	2018-02-08	ジオキソラン（メタ）アクリル酸エステルの製造方法、ジオキソラン（メタ）アクリル酸エステル、及びその組成物